Title: The Best Hotels with a Pool in Princess Anne from $66 in 2026 | Expedia.com [Princess Anne Travel Guide](https://expedia.com/Princess-Anne.dx148385)[Hotels in Princess Anne](https://expedia.com/Princess-Anne-Hotels.d148385.Travel-Guide-Hotels)[Vacation Rentals in Princess Anne](https://expedia.com/Princess-Anne-Vacation-Rentals.d148385.Travel-Guide-VacationRentals)[Flights to Princess Anne](https://expedia.com/Cheap-Flights-To-Princess-Anne.d148385.Travel-Guide-Flights)[Car Rentals in Princess Anne](https://expedia.com/Car-Rentals-In-Princess-Anne.d148385.Car-Rental-Guide)[Princess Anne Vacation Packages](https://expedia.com/Princess-Anne.d148385.Destination-Travel-Guides) ![Aerial view of Princess Anne, Maryland with marshlands and waterways at sunset](https://images.trvl-media.com/place/148385/205c3bf2-4444-43c8-94c9-aefa6641ff7e.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/148385/205c3bf2-4444-43c8-94c9-aefa6641ff7e.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Princess Anne Hotels with a Pool Tonight [Feb 22 - Feb 23](https://www.expedia.com/Hotel-Search?regionId=148385&startDate=2026-02-22&endDate=2026-02-23&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 23 - Feb 24](https://www.expedia.com/Hotel-Search?regionId=148385&startDate=2026-02-23&endDate=2026-02-24&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=148385&startDate=2026-02-27&endDate=2026-03-01&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=148385&startDate=2026-03-06&endDate=2026-03-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Princess Anne hotels with a pool ![Seasonal outdoor pool, open 9 AM to 9 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/26400/26336/d061d423.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/30000/26400/26336/89e61f2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 9 AM to 9 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/26400/26336/e616b7d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free continental breakfast](https://images.trvl-media.com/lodging/1000000/30000/26400/26336/55f8c0d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Econo Lodge Princess Anne [](https://www.expedia.com/Salisbury-Hotels-Econo-Lodge-Princess-Anne.h26336.Hotel-Information) Princess Anne 6.6/10 (671 reviews) "We have stayed in several hotels in the area and this was the nicest." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debra $76 nightly $85 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Salisbury-Hotels-Econo-Lodge-Princess-Anne.h26336.Hotel-Information) ![Indoor pool, open 10:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/3000000/2220000/2212000/2211931/92723811.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2220000/2212000/2211931/a4fbeace.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Accessible, Non Smoking | In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/3000000/2220000/2212000/2211931/578c88da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![One king studio suite non smoking | Minibar](https://images.trvl-media.com/lodging/3000000/2220000/2212000/2211931/7bff4aab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Salisbury/Fruitland [](https://www.expedia.com/Salisbury-Hotels-Hampton-Inn-Suites-Fruitland.h2211931.Hotel-Information) Fruitland 9.2/10 Wonderful (1,003 reviews) "Generally, a good place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chuma $99 nightly $111 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Salisbury-Hotels-Hampton-Inn-Suites-Fruitland.h2211931.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1260000/1250200/1250138/5eef4cab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Non Smoking | Premium bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/2000000/1260000/1250200/1250138/0bfa97cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1260000/1250200/1250138/fed30331.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking, Jetted Tub | Premium bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/2000000/1260000/1250200/1250138/b758d55d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites by Radisson, Salisbury, MD [](https://www.expedia.com/Salisbury-Hotels-Country-Inn-Suites-By-Radisson.h1250138.Hotel-Information) Salisbury 7.4/10 Good (1,002 reviews) "It was nice hotel .Place was nice and clean. Breakfast was good . " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chetan $89 nightly $100 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Salisbury-Hotels-Country-Inn-Suites-By-Radisson.h1250138.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1380000/1370800/1370744/5060e169.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1380000/1370800/1370744/47a9d6c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1380000/1370800/1370744/9aeb2be8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1380000/1370800/1370744/328be560.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Salisbury - Delmar by IHG [](https://www.expedia.com/Salisbury-Hotels-Holiday-Inn-Express-Hotel-Suites-Salisbury-Delmar.h1370744.Hotel-Information) Delmar 8.2/10 Very Good (837 reviews) "Everything was excellent. I would give this property a solid 5 stars!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Albert $90 nightly $101 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Salisbury-Hotels-Holiday-Inn-Express-Hotel-Suites-Salisbury-Delmar.h1370744.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/220000/213700/213687/3e51712c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Queen Bed, Non Smoking | Premium bedding, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/220000/213700/213687/329f084c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/220000/213700/213687/c4e09781.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/1000000/220000/213700/213687/c8c0a719.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wingate by Wyndham Salisbury [](https://www.expedia.com/Salisbury-Hotels-Sleep-Inn-Salisbury.h213687.Hotel-Information) Salisbury 8.2/10 Very Good (1,001 reviews) "Everything was great." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tricia $103 nightly $116 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Salisbury-Hotels-Sleep-Inn-Salisbury.h213687.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/7000000/6160000/6157400/6157368/440afcca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/7000000/6160000/6157400/6157368/3d0001b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/7000000/6160000/6157400/6157368/68796c26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/7000000/6160000/6157400/6157368/59257844.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront [](https://www.expedia.com/Chincoteague-Hotels-Fairfield-Inn-Suites-By-Marriott-Chincoteague-Island-Waterfront.h6157368.Hotel-Information) Downtown Chincoteague 9.2/10 Wonderful (588 reviews) "Excellent " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Edward $107 nightly $120 total Feb 27 - Feb 28 Total with taxes and fees [](https://www.expedia.com/Chincoteague-Hotels-Fairfield-Inn-Suites-By-Marriott-Chincoteague-Island-Waterfront.h6157368.Hotel-Information) ![Sports facility](https://images.trvl-media.com/lodging/2000000/1440000/1438800/1438753/2d2de68c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1440000/1438800/1438753/2ce71ae5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/2000000/1440000/1438800/1438753/c88ed50f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast served, American cuisine](https://images.trvl-media.com/lodging/2000000/1440000/1438800/1438753/b41ce7f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Salisbury [](https://www.expedia.com/Salisbury-Hotels-Courtyard-Marriott-Salisbury.h1438753.Hotel-Information) Salisbury 8.6/10 Excellent (977 reviews) "The staff was friendly, safe environment, clean room! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Whitney $125 nightly $140 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Salisbury-Hotels-Courtyard-Marriott-Salisbury.h1438753.Hotel-Information) ![Indoor pool, outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/300000/295900/295865/17e42883.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/300000/295900/295865/b355d149.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/300000/295900/295865/049f9c77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fishing](https://images.trvl-media.com/lodging/1000000/300000/295900/295865/0c592b6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Suites Chincoteague Island Bayfront Resort [](https://www.expedia.com/Chincoteague-Hotels-Comfort-Suites-Chincoteague-Island-Bayfront-Resort.h295865.Hotel-Information) Downtown Chincoteague 9.6/10 Exceptional (1,002 reviews) "Over all friendly, clean, great continental breakfast and cheerful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tim $101 nightly $115 total Mar 6 - Mar 7 Total with taxes and fees [](https://www.expedia.com/Chincoteague-Hotels-Comfort-Suites-Chincoteague-Island-Bayfront-Resort.h295865.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/480000/477500/477474/89421cb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/480000/477500/477474/6b4fb5f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/480000/477500/477474/7a6da886.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/480000/477500/477474/f8626115.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Pocomoke City [](https://www.expedia.com/Pocomoke-City-Hotels-Best-Western-Plus-Pocomoke-City.h477474.Hotel-Information) Pocomoke City 8.6/10 Excellent (899 reviews) "Clean room, friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brittany $97 nightly $109 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Pocomoke-City-Hotels-Best-Western-Plus-Pocomoke-City.h477474.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/2000000/1620000/1615600/1615555/43b08add.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor spa tub](https://images.trvl-media.com/lodging/2000000/1620000/1615600/1615555/ca54b57a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor spa tub](https://images.trvl-media.com/lodging/2000000/1620000/1615600/1615555/08963dd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 King Bed | Blackout drapes, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/2000000/1620000/1615600/1615555/1284edf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterside Inn [](https://www.expedia.com/Chincoteague-Hotels-Waterside-Inn.h1615555.Hotel-Information) Downtown Chincoteague 9.0/10 Wonderful (1,003 reviews) "Love this hotel. Have stayed here numerous times. Rooms are clean, great view, great staff, decent breakfast. I highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael $66 nightly $75 total Feb 23 - Feb 24 Total with taxes and fees [](https://www.expedia.com/Chincoteague-Hotels-Waterside-Inn.h1615555.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-08&endDate=2026-03-09®ionId=148385&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Princess Anne Breakfast included Hot tub 4 stars Ocean view 5 stars ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=AFFINITY_SPRING_PROMO_148385) ## Top Princess Anne Hotel Reviews ![Hampton Inn & Suites Salisbury/Fruitland](https://images.trvl-media.com/lodging/3000000/2220000/2212000/2211931/578c88da_y.jpg) ### Hampton Inn & Suites Salisbury/Fruitland 10/10 Excellent "Friendly staff " [](https://expedia.com/Salisbury-Hotels-Hampton-Inn-Suites-Fruitland.h2211931.Hotel-Information) ![Waterside Inn](https://images.trvl-media.com/lodging/2000000/1620000/1615600/1615555/43b08add_y.jpg) ### Waterside Inn 10/10 Excellent "Everything was wonderful!... Room was clean, staff was friendly, and view from the room was soothing. Day of checkout we had homemade biscuits and red velvet waffles with strawberries, topped with whipped cream! Perfect ending to our weekend! " [](https://expedia.com/Chincoteague-Hotels-Waterside-Inn.h1615555.Hotel-Information) ![Hampton Inn Salisbury](https://images.trvl-media.com/lodging/1000000/290000/282000/281943/633fd984_y.jpg) ### Hampton Inn Salisbury 10/10 Excellent "The room was very spotless, staff friendly and amazing. The amenities were good. And the continental breakfast was good. " [](https://expedia.com/Salisbury-Hotels-Hampton-Inn-Salisbury.h281943.Hotel-Information) ![Wingate by Wyndham Salisbury](https://images.trvl-media.com/lodging/1000000/220000/213700/213687/51d14f46_y.jpg) ### Wingate by Wyndham Salisbury 10/10 Excellent "Clean room. Suite is huge." [](https://expedia.com/Salisbury-Hotels-Sleep-Inn-Salisbury.h213687.Hotel-Information) ![Comfort Suites Chincoteague Island Bayfront Resort](https://images.trvl-media.com/lodging/1000000/300000/295900/295865/e422830e_y.jpg) ### Comfort Suites Chincoteague Island Bayfront Resort 10/10 Excellent "Yes" [](https://expedia.com/Chincoteague-Hotels-Comfort-Suites-Chincoteague-Island-Bayfront-Resort.h295865.Hotel-Information) ![Courtyard by Marriott Salisbury](https://images.trvl-media.com/lodging/2000000/1440000/1438800/1438753/2ce71ae5_y.jpg) ### Courtyard by Marriott Salisbury 10/10 Excellent "Everything was great." [](https://expedia.com/Salisbury-Hotels-Courtyard-Marriott-Salisbury.h1438753.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Salisbury](https://images.trvl-media.com/lodging/1000000/10000/1100/1072/5701d055_y.jpg) ### La Quinta Inn & Suites by Wyndham Salisbury 10/10 Excellent "the hot cookies and friendly service" [](https://expedia.com/Salisbury-Hotels-DoubleTree-By-Hilton-Salisbury.h1072.Hotel-Information) ![Days Inn by Wyndham Salisbury](https://images.trvl-media.com/lodging/1000000/20000/16300/16257/3d6af3ed_y.jpg) ### Days Inn by Wyndham Salisbury 10/10 Excellent "Clean" [](https://expedia.com/Salisbury-Hotels-Days-Inn-By-Wyndham-Salisbury.h16257.Hotel-Information) ![Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront](https://images.trvl-media.com/lodging/7000000/6160000/6157400/6157368/1ee5649e_y.jpg) ### Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront 10/10 Excellent "Excellent " [](https://expedia.com/Chincoteague-Hotels-Fairfield-Inn-Suites-By-Marriott-Chincoteague-Island-Waterfront.h6157368.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Princess Anne? ### What is there to see and do in Princess Anne? ### When is the best time to book a hotel with a pool in Princess Anne? ## Explore a world of travel with Expedia - 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